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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392120Generated: November 2, 2026

2-Amino-4-methylpyridine → HCID 84292551, compound

https://huagongshe.com/reaction/1392120

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-4-methylpyridineHCID 1533—
ReactantAmmonium ChlorideHCID 25517—
Reactantethyl 2,7-dimethylimidazo[1,2-a]pyridine-3-carboxylateHCID 682232—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 84292551HCID 8429255168%

Reaction Steps

37 ml n-BuLi (1.6 M in hexane) were added dropwise to a solution of 3.2 g 2-amino-4-methylpyridine in 57 ml tetrahydrofuran (THF) at 0° C., while stirring. After warming to room temperature, the mixture was stirred for one hour. The reaction solution was cooled to −78° C., 5.8 g 2,7-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester, dissolved in 10 ml THF, were slowly added dropwise, and the mixture was stirred for one hour. After addition of 60 ml ammonium chloride at room temperature, the mixture was extracted with methylene chloride, the organic phases were dried over sodium sulfate, and the solvent was removed. The product was purified by boiling and precipitation in hexane and was obtained with a yield of 68%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07342025B2
Source datasetuspto-grants-2008_03
ORD IDord-75504b41ac9a49eea2ed5f5c56a7727a
Source noteuspto-grants-2008_03